The speedy descent brings you to a series of climbs with gradient ranges of 6-11% and short downhills for the next 4.6 miles. This less traveled section of Skyline Blvd is one of the most gorgeous roads in the Oakland Hills! The first 2.5+ miles is a four lane road with a beautiful median strip filled with towering coniferous trees.

skyline blvd

skyline blvd

skyline blvd

skyline blvd

skyline blvd

skyline blvd

This area is home to Skyline High School and ridge top estates with magnificent sweeping views of the Bay Area and beyond!

You’ll pass the Chabot Park equestrian center and stables before reaching the top at Skyline High followed by a drop back down towards Redwood Rd.

equestrian center

skyline blvd

skyline blvd

skyline blvd

equestrian center

skyline blvd

Climb up Skyline Blvd from Redwood Rd to Joaquin Miller; it has gradient ranges of 6-11%

skyline blvd

skyline blvd

skyline blvd

skyline blvd

skyline blvd

Turn right and continue climbing up to the summit at Robert’s Park; gradient ranges of 6-9%.

skyline blvd

skyline blvd

skyline blvd

skyline blvd

skyline blvd

skyline blvd

Roll back through the Oakland Hills neighborhoods for the climb up to Sibley Park from Huckleberry Preserve; gradient ranges of 5-7%.

skyline blvd

skyline blvd

chabot science center

skyline blvd

skyline blvd

The twisty descent on Skyline Blvd and Tunnel Rd leads back down to Caldecott Ln and Broadway.

tunnel rd

caldecott ln

broadway

skyline blvd

broadway

This short hilly ride gets you up through the residential neighborhoods around the Oakland Hills to Grass Valley. You’ll enjoy the beautiful less traveled segment of Skyline Blvd and the fabulous ridge top views!